Formaldehyde → HCID 44542417, compound

HRID 2261706Notes

Reaction equation

HRID 2261706 reaction equation
[C:1](=[O:4])([O-])[O-].[K+].[K+].[CH3:7]O.C=O.[CH2:11]([NH:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH3:12]>CCCCC>[CH2:11]([N:13]([CH2:7][O:4][CH3:1])[CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH3:12]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 887MethanolHCID 11430Potassium CarbonateHCID 139363Ethylamine, N-((trimethylsilyl)methyl)-

Product 1

HCID 44542417HCID 44542417, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Conditions

Temperature
-5 °C

Procedure

18.0 g (0.13 mol) of potassium carbonate, 121.8 g (3.80 mol) of methanol and 60.0 g (2.00 mol) of paraformaldehyde are initially charged and cooled to −5° C. At this temperature, within 30 min, 262.6 g (2.00 mol) of ethyltrimethylsilanylmethylamine are metered in. The biphasic reaction mixture is stirred at −5° C. for a further 1 h and then warmed to room temperature within 20 min. Within 1 min, 382 g of pentane are metered in. The biphasic reaction mixture is separated and the upper, organic phase is dried azeotropically for 2 h. The organic phase is concentrated and then fractionally distilled. Yield 228.5 g (71%) of a colorless liquid.

Workup

  1. customThe biphasic reaction mixture
  2. temperaturewarmed to room temperature within 20 min
  3. waitWithin 1 min
  4. customThe biphasic reaction mixture
  5. customis separated
  6. customthe upper, organic phase is dried azeotropically for 2 h
  7. concentrationThe organic phase is concentrated
  8. distillationfractionally distilled

Sources & evidence

ORD record
ord-51f33f41597648e9963d6ee7df86e80f
Source dataset
uspto-grants-2010_12
Patent number
US07847117B2

Reaction notes

Loading…